2-Bromopentanedioic acid

Base Information

• Chemical Name: 2-Bromopentanedioic acid
• CAS No.: 51528-22-4
• Molecular Formula: C5H7BrO4
• Molecular Weight: 211.012
• Hs Code.: 2917190090
• DSSTox Substance ID: DTXSID90594923
• Nikkaji Number: J2.732.913F
• Mol file: 51528-22-4.mol

Synonyms:2-Bromopentanedioic acid;51528-22-4;Pentanedioicacid, 2-bromo-;a-Brom-glutarsaure;2-Bromopentanedioicacid;SCHEMBL4656310;DTXSID90594923;AT38161

Chemical Property of 2-Bromopentanedioic acid

Chemical Property:

• Boiling Point: 331.776 °C at 760 mmHg
• PKA: 2.78±0.10(Predicted)
• Flash Point: 154.453 °C
• PSA: 74.60000
• Density: 1.853 g/cm³
• LogP: 0.69930
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 209.95277
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

99%, ^*data from raw suppliers

2-BromopentanedioicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)O)C(C(=O)O)Br

Technology Process of 2-Bromopentanedioic acid

There total 3 articles about 2-Bromopentanedioic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 42.0%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → 2-bromopentanedioic acid (51528-22-4)

Guidance literature:

With hydrogen bromide; potassium bromide; sodium nitrite; In water; at -15 - 20 ℃; for 3h;

DOI:10.1002/ejoc.202000278

Reference yield:

Glutamic acid (617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → 2-bromopentanedioic acid (51528-22-4)

Guidance literature:

With hydrogen bromide; sodium bromide; sodium nitrite; In water; for 7.5h;

DOI:10.1021/ja5109084

Reference yield:

→ 2-bromopentanedioic acid (51528-22-4)

Guidance literature:

Glutarsaeure, 1) SOCl2, 2) Br2 (50-55grad), 3) Ameisensaeure (75grad);

upstream raw materials:

Glutamic acid

L-glutamic acid

Downstream raw materials:

dibenzyl 2-bromopentanedioate

dimethyl 2-[bis(benzyl)amino]glutarate

diethyl 2-bromoglutarate

Refernces

• 1、 -. "GADOLINIUM BEARING PCTA-BASED CONTRAST AGENTS". Page/Page column 29-30. . Retrieved 2020/03/02.
• 2、 Mulla, Raminder S.,Walden, Melissa T.,Yufit, Dmitry S.,Desa, Tanya,Lurie-Luke, Elena,Williams, J.A. Gareth. "Strategies for the synthesis of HBGl3, a glutamic acid derived ligand bearing phenolic and azacarboxylate donor groups at the nitrogen atom". supporting information. p. 6410 - 6420. Retrieved 2017/09/29.